(E,S)-1,1-dipentyl-4-methoxycarbonyloxy-2-penten-1-ol | 674368-42-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: (E,S)-1,1-dipentyl-4-methoxycarbonyloxy-2-penten-1-ol
• 英文别名: [(E,2S)-5-hydroxy-5-pentyldec-3-en-2-yl] methyl carbonate
• CAS: 674368-42-4
• 化学式: C₁₇H₃₂O₄
• 分子量: 300.439
• InChiKey: IVHJARZMYDUMIA-GOFCXVBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  21
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E,S)-1,1-dipentyl-4-methoxycarbonyloxy-2-penten-1-ol 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 4-二甲氨基吡啶 、 sodium hydroxide 、 三乙胺 、 1,2-双(二苯基膦)乙烷 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 10.0h， 生成 (E,S)-1,1-dipentyl-2-[(S)-2-methoxy-2-trifluoromethyl-2-phenylacetyl]oxy-3-penten-1-ol
  参考文献：
  名称：

  Palladium-Catalyzed Carbon Dioxide Elimination−Fixation Reaction of 4-Methoxycarbonyloxy-2-buten-1-ols

  摘要：

  A new type of palladium-catalyzed CO2 recycling reaction using allylic carbonates is described. Reaction of trans-4-methoxycarbonyloxy-2-buten-1-ols in the presence of a palladium catalyst produces cyclic carbonates having a vinyl group via a CO2 elimination-fixation process. A variety of allylic carbonates participate in the reaction giving cyclic carbonates with high efficiencies. Stereoselective construction of trans-cyclic carbonates is achieved by using nonsymmetric substrates. An enantiospecific reaction proceeds to give chiral cyclic carbonate when a chiral methyl-substituted substrate is subjected to the reaction conditions.

  DOI：

  10.1021/jo0353280
• 作为产物：
  描述：

  二正戊基酮 在 吡啶 、 lithium aluminium tetrahydride 、 正丁基锂 、 四甲基乙二胺 、 四丁基氟化铵 、 sodium methylate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 11.0h， 生成 (E,S)-1,1-dipentyl-4-methoxycarbonyloxy-2-penten-1-ol
  参考文献：
  名称：

  Palladium-Catalyzed Carbon Dioxide Elimination−Fixation Reaction of 4-Methoxycarbonyloxy-2-buten-1-ols

  摘要：

  A new type of palladium-catalyzed CO2 recycling reaction using allylic carbonates is described. Reaction of trans-4-methoxycarbonyloxy-2-buten-1-ols in the presence of a palladium catalyst produces cyclic carbonates having a vinyl group via a CO2 elimination-fixation process. A variety of allylic carbonates participate in the reaction giving cyclic carbonates with high efficiencies. Stereoselective construction of trans-cyclic carbonates is achieved by using nonsymmetric substrates. An enantiospecific reaction proceeds to give chiral cyclic carbonate when a chiral methyl-substituted substrate is subjected to the reaction conditions.

  DOI：

  10.1021/jo0353280

文献信息

• Palladium-Catalyzed Carbon Dioxide Elimination−Fixation Reaction of 4-Methoxycarbonyloxy-2-buten-1-ols
  作者：Masahiro Yoshida、Yusuke Ohsawa、Masataka Ihara

  DOI：10.1021/jo0353280

  日期：2004.3.1

  A new type of palladium-catalyzed CO2 recycling reaction using allylic carbonates is described. Reaction of trans-4-methoxycarbonyloxy-2-buten-1-ols in the presence of a palladium catalyst produces cyclic carbonates having a vinyl group via a CO2 elimination-fixation process. A variety of allylic carbonates participate in the reaction giving cyclic carbonates with high efficiencies. Stereoselective construction of trans-cyclic carbonates is achieved by using nonsymmetric substrates. An enantiospecific reaction proceeds to give chiral cyclic carbonate when a chiral methyl-substituted substrate is subjected to the reaction conditions.